(1S,2R,4aS,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-acetyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,5,6,6a,7,8,8a,10,11,12,14b-tetradecahydropicene-4a-carboxylic acid

Names

[ Name ]:
(1S,2R,4aS,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-acetyloxy-1,2,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,5,6,6a,7,8,8a,10,11,12,14b-tetradecahydropicene-4a-carboxylic acid

[Synonym ]:
3-acetyl-11-keto-ursolic acid
3-O-Acetyl-1,2-O-isopropylidene-|A-D-glucofuranose
11-oxo-3O-acetylursolic acid
11-oxo-ursolic acid acetate
3-O-acetyl-11-oxoursolic acid
11-oxo acetyl ursolic acid

Biological Activity

[Description]:

3-Acetyl-11-keto-ursolic acid (Compound 18) is a triterpenoid compound derived from Eriobotrya japonicaleaves. 3-Acetyl-11-keto-ursolic acid has 11B-hydroxysteroid dehydrogenase 1 (11b-HSD1) inhibitory activity. 3-Acetyl-11-keto-ursolic acid can be used for anti-diabetes research[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[References]

[1]. Rollinger JM, et al. 11beta-Hydroxysteroid dehydrogenase 1 inhibiting constituents from Eriobotrya japonica revealed by bioactivity-guided isolation and computational approaches. Bioorg Med Chem. 2010 Feb 15;18(4):1507-15.

Chemical & Physical Properties

[ Density]:
1.13g/cm3

[ Boiling Point ]:
601.1ºC at 760 mmHg

[ Molecular Formula ]:
C₃₂H₄₈O₅

[ Molecular Weight ]:
512.72

[ Flash Point ]:
184.7ºC

[ Exact Mass ]:
512.35000

[ PSA ]:
80.67000

[ LogP ]:
6.83930

[ Index of Refraction ]:
1.549